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Tertiary alcohols (3^(@)) having at leas...

Tertiary alcohols `(3^(@))` having at least four carbon atoms upon drastic oxidation yield carboxylic acids with

A

One carbon atom less

B

Two carbon atoms less

C

hree carbon atoms less

D

Same number of carbon atoms

Text Solution

Verified by Experts

The correct Answer is:
B
Tertiary alcohols are not oxidised easily but on drastic conditions, these are oxidised to give first ketones and then acids by losing one carbon at each step.
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An organic compound 'X' C_(8)H_(8)O forms an orange-red precipitate of 2, 4-DNP and gives yellow precipitate with iodine and aqueous sodium carbonate on heating. It neither reduces Tollens or Fehlings reagent, nor does it decolourise bromine water or Baeyers reagent. On drastic oxidation wtih chromic acid, it gives a carboxylic acid 'Y' (C_(7)H_(6)O_(2)) . Compounds X and Y are

Knowledge Check

  • In which of the following, the number of carbon atoms does not remain same when carboxylic acid is obtained from it by oxidation?

    A
    `CH_(3)COCH_(3)`
    B
    `C Cl_(3)CH_(2)CHO`
    C
    `CH_(3)CH_(2)CH_(2)OH`
    D
    `CH_(3)CH_(2)CHO`

  • Paragraph Carboxylic acids are distinctly acidic because they ionize in water to give hydronium ions: RCOOH+H_(2)O hArr RCOO^(-) +H_(3)O^(+) The acidic strength depends upon the extent of ionizations of the acid and the stability of the anion formed. The acidic strength can also be expressed in terms of dissociation constant K_(a) or pK_(a) which are related as pK_(a)= -log K_(a) . Most unsubstituted carboxylic acids have K_(a) values in the range of 10^(-4) to 10^(-5) (pK_(a) =4-5) . The substitutents have marked effect on the acidic strength of carboxylic acids. Any group that stabilizes the carboxylate ion more than the carboxylic acid group will increase the acidic strength, and the group which destabilizes the carboxylate group more than the carboxylic acid group will decrease the acidic strength. In a similar manner, the electron-releasing groups makes benzoic acid weaker, while the electron-withdrawing groups make benzoic acid stronger. The ortho isomer of every substituted benzoic acid (whether electron releasing or electron withdrawing) is the strongest among the three isomers due to ortho effect. Which of the following is the weakest acid?

    A
    B
    C
    D

  • Paragraph Carboxylic acids are distinctly acidic because they ionize in water to give hydronium ions: RCOOH+H_(2)O hArr RCOO^(-) +H_(3)O^(+) The acidic strength depends upon the extent of ionizations of the acid and the stability of the anion formed. The acidic strength can also be expressed in terms of dissociation constant K_(a) or pK_(a) which are related as pK_(a)= -log K_(a) . Most unsubstituted carboxylic acids have K_(a) values in the range of 10^(-4) to 10^(-5) (pK_(a) =4-5) . The substitutents have marked effect on the acidic strength of carboxylic acids. Any group that stabilizes the carboxylate ion more than the carboxylic acid group will increase the acidic strength, and the group which destabilizes the carboxylate group more than the carboxylic acid group will decrease the acidic strength. In a similar manner, the electron-releasing groups makes benzoic acid weaker, while the electron-withdrawing groups make benzoic acid stronger. The ortho isomer of every substituted benzoic acid (whether electron releasing or electron withdrawing) is the strongest among the three isomers due to ortho effect. Which of the following statement is not correct?

    A
    Chloroacetic acid is stronger acid than acetic acid
    B
    Formic acid is stronger acid than iosbutyric acid
    C
    3-Chlorobutanoic acid is weaker acid than 4-chlorobutanoic acid
    D
    Phenols are weaker acids than carboxylic acids.

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    An organic compound A with molecular formula C_k H_8 O . forms an' orange red precipitate with 2,4 . DNP reagent and gives yellow precipitate an heating with iodine in the presence of sodium hydróxide. it neither reduces Tollen's or Fehling's reagent, nor does it decolonise bromine water or Balyer's reagent. On 'draśtic. oxidation with chromic acid, it gives a carboxylic acid (B) having molecular formula C_7 H_6 O_-2^prime Identify the compounds A and B and explain the reactions involved..

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    Paragraph Carboxylic acids are distinctly acidic because they ionize in water to give hydronium ions: RCOOH+H_(2)O hArr RCOO^(-) +H_(3)O^(+) The acidic strength depends upon the extent of ionizations of the acid and the stability of the anion formed. The acidic strength can also be expressed in terms of dissociation constant K_(a) or pK_(a) which are related as pK_(a)= -log K_(a) . Most unsubstituted carboxylic acids have K_(a) values in the range of 10^(-4) to 10^(-5) (pK_(a) =4-5) . The substitutents have marked effect on the acidic strength of carboxylic acids. Any group that stabilizes the carboxylate ion more than the carboxylic acid group will increase the acidic strength, and the group which destabilizes the carboxylate group more than the carboxylic acid group will decrease the acidic strength. In a similar manner, the electron-releasing groups makes benzoic acid weaker, while the electron-withdrawing groups make benzoic acid stronger. The ortho isomer of every substituted benzoic acid (whether electron releasing or electron withdrawing) is the strongest among the three isomers due to ortho effect. Which of the following has the smallest pK_(a) value?

    Paragraph Carboxylic acids are distinctly acidic because they ionize in water to give hydronium ions: RCOOH+H_(2)O hArr RCOO^(-) +H_(3)O^(+) The acidic strength depends upon the extent of ionizations of the acid and the stability of the anion formed. The acidic strength can also be expressed in terms of dissociation constant K_(a) or pK_(a) which are related as pK_(a)= -log K_(a) . Most unsubstituted carboxylic acids have K_(a) values in the range of 10^(-4) to 10^(-5) (pK_(a) =4-5) . The substitutents have marked effect on the acidic strength of carboxylic acids. Any group that stabilizes the carboxylate ion more than the carboxylic acid group will increase the acidic strength, and the group which destabilizes the carboxylate group more than the carboxylic acid group will decrease the acidic strength. In a similar manner, the electron-releasing groups makes benzoic acid weaker, while the electron-withdrawing groups make benzoic acid stronger. The ortho isomer of every substituted benzoic acid (whether electron releasing or electron withdrawing) is the strongest among the three isomers due to ortho effect. (I) C_(6)H_(5) COOH (II) p-C_(6)H_(4)(OH) (COOH) (III) p-(NO_(2)) C_(6) H_(4) COOH (IV) o-(NO_(2))C_(6)H_(4) COOH The correct order of acidic strength is

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